4-Nitrophenyl-β-D-mannopyranoside   Click here for help

GtoPdb Ligand ID: 12453

Synonyms: (4-nitrophenyl) D-manno-hexopyranoside | 4-Nitrophenyl beta-D-mannopyranoside | 4-nitrophenyl d-mannopyranoside | paranitrophenyl mannopyranoside
PDB Ligand
Compound class: Synthetic organic
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 142.52
Molecular weight 301.25
XLogP -0.35
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C1=C(C=CC(=C1)O[C@H]2[C@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)[N+](=O)[O-]
Isomeric SMILES OC[C@H]1O[C@@H](OC2=CC=C(C=C2)[N+]([O-])=O)[C@@H](O)[C@@H](O)[C@@H]1O
InChI InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11+,12-/m1/s1
InChI Key IFBHRQDFSNCLOZ-LDMBFOFVSA-N
References
1. Thomas A, Sulli C, Davidson E, Berdougo E, Phillips M, Puffer BA, Paes C, Doranz BJ, Rucker JB. (2017)
The Bitter Taste Receptor TAS2R16 Achieves High Specificity and Accommodates Diverse Glycoside Ligands by using a Two-faced Binding Pocket.
Sci Rep, 7 (1): 7753. [PMID:28798468]